29334-62-1

Upstream product

• 255842-12-7 2,4-Dinitrophenyl isocyanide 
• 67-66-3 chloroform 
• 97-02-9 2,4-Dinitroanilin 
• 1558-67-4 formic anhydride 

Downstream Products

• 255842-12-7 2,4-Dinitrophenyl isocyanide 
• 62330-99-8 N'-(2,4-dinitrophenyl)-N,N-dimethylformimidamide 
• 94-52-0 6-nitro-1H-benzo[d]imidazole 

Relevant academic research and scientific papers

Baker's yeast-mediated regioselective reduction of 2,4-dinitroacylanilines: Synthesis of 2-substituted 6-nitrobenzimidazoles

Several 2,4-dinitro-N-acylanilines were regioselectively reduced at the C-2 position by baker's yeast in slightly basic media (pH = 7.5) to afford 2-amino-4-nitroacylanilines, which were then cyclized under acidic conditions to the corresponding 2-substituted-6-nitrobenzimidazoles. The benzimidazoles thus obtained can be employed as precursors for bioactive derivatives.

Synthesis and reactions of aromatic and heterocyclic isocyanides

Reactions of halo-and nitroanilines with dichlorocarbene resulted in formation of the corresponding isocyanides in poor yields. Better results are obtained by treatment with phosphoryl chloride of formanilides having the same substituents. The latter procedure was used to prepare previously inaccessible derivatives of 2-pyridyl, 2-thiazolyl, and 1,3,4-thiadiazol-2-yl isocyanides. To prevent polymerization, the isocyanides were isolated as complexes with copper(I) bromide which can be decomposed with aqueous potassium cyanide to release free isocyanides. Aryl and heteryl isocyanides reacted with such nucleophiles as water and dimethylamine under mild conditions.